ID: ALA4301898

Max Phase: Approved

First Approval: 2019

Molecular Formula: C47H49N3O7S2

Molecular Weight: 832.06

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOc1ccc(Nc2ccc(/C(=C3/C=C/C(=[N+](/CC)Cc4cccc(S(=O)(=O)[O-])c4)C=C3C)c3ccc(N(CC)Cc4cccc(S(=O)(=O)O)c4)cc3C)cc2)cc1

Standard InChI:  InChI=1S/C47H49N3O7S2/c1-6-49(31-35-11-9-13-43(29-35)58(51,52)53)40-21-25-45(33(4)27-40)47(37-15-17-38(18-16-37)48-39-19-23-42(24-20-39)57-8-3)46-26-22-41(28-34(46)5)50(7-2)32-36-12-10-14-44(30-36)59(54,55)56/h9-30H,6-8,31-32H2,1-5H3,(H2,51,52,53,54,55,56)

Standard InChI Key:  YVNQAIFQFWTPLQ-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: Yes

First In Class: No

Black Box: No

Chirality: Yes

Availability: Yes

Prodrug: No

Properties

Molecular Weight: 832.06

Molecular Weight (Monoisotopic): 831.3012

AlogP: 9.31

#Rotatable Bonds: 15

Polar Surface Area: 139.08

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -2.26

CX Basic pKa: 3.73

CX LogP: 5.64

CX LogD: 5.86

Aromatic Rings: 5

Heavy Atoms: 59

QED Weighted: 0.08

Np Likeness Score: -0.69

References

1. Pislyagin E,Kozlovskiy S,Menchinskaya E,Chingizova E,Likhatskaya G,Gorpenchenko T,Sabutski Y,Polonik S,Aminin D.  (2021)  Synthetic 1,4-Naphthoquinones inhibit P2X7 receptors in murine neuroblastoma cells.,  31  [PMID:33401207] [10.1016/j.bmc.2020.115975]

2. Hopper AT, Juhl M, Hornberg J, Badolo L, Kilburn JP, Thougaard A, Smagin G, Song D, Calice L, Menon V, Dale E, Zhang H, Cajina M, Nattini ME, Gandhi A, Grenon M, Jones K, Khayrullina T, Chandrasena G, Thomsen C, Zorn SH, Brodbeck R, Poda SB, Staal R, Möller T..  (2021)  Synthesis and Characterization of the Novel Rodent-Active and CNS-Penetrant P2X7 Receptor Antagonist Lu AF27139.,  64  (8.0): [PMID:33822617] [10.1021/acs.jmedchem.0c02249]

Source

Source(1):

• Scientific Literature